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Perkin Reaction

(Perkin Condensation, Perkin Synthesis)

Published Online: 15 SEP 2010

DOI: 10.1002/9780470638859.conrr487

Comprehensive Organic Name Reactions and Reagents

Comprehensive Organic Name Reactions and Reagents

How to Cite

2010. Perkin Reaction. Comprehensive Organic Name Reactions and Reagents. 487:2160–2163.

Publication History

  1. Published Online: 15 SEP 2010

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Abstract

The direct preparation of cinnamic acid derivatives from the thermal condensation between aromatic aldehydes and aliphatic carboxylic acid anhydrides or carboxylic derivatives (e.g., amide) in the presence of a basic compound functioning as a catalyst is generally known as the Perkin reaction. It has been reported that the carbonates, acetates, phosphates, sulfites, and sulfides of sodium or potassium are all effective for this reaction. In addition, even a strong organic base such as tertiary amine and pyridine are good catalysts for the Perkin reaction. The higher-order aliphatic acid anhydrides normally give low yields. This reaction has importance for the preparation of cinnamic acid derivatives.

Keywords:

  • pyridine;
  • o-chlorobenzaldehyde;
  • benzaldehydes;
  • fatty acid